CHEBI:31850 - militarinone A

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ChEBI Name militarinone A
ChEBI ID CHEBI:31850
Definition A pyridine alkaloid that is 1,4-dihydroxypyridin-2(1H)-one substituted by a cis-1,4-dihydroxycyclohexyl group at position 5 and a (2E,4E,6E,8R,10R)-6,8,10-trimethyldodeca-2,4,6-trienoyl moiety at position 3. It is isolated from the mycelium of the entomogenous fungus, Paecilomyces militaris and has been found to induce pronounced neurite sprouting.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:66390, CHEBI:70183
Supplier Information
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Formula C26H37NO6
Net Charge 0
Average Mass 459.57510
Monoisotopic Mass 459.26209
InChI InChI=1S/C26H37NO6/c1-5-17(2)14-19(4)15-18(3)8-6-7-9-22(29)23-24(30)21(16-27(33)25(23)31)26(32)12-10-20(28)11-13-26/h6-9,15-17,19-20,28,30,32-33H,5,10-14H2,1-4H3/b8-6+,9-7+,18-15+/t17-,19-,20-,26+/m1/s1
InChIKey TURMFSNDIZERMD-FOBKFMRFSA-N
SMILES CC[C@@H](C)C[C@@H](C)\C=C(C)\C=C\C=C\C(=O)c1c(O)c(cn(O)c1=O)[C@@]1(O)CC[C@H](O)CC1
Metabolite of Species Details
Paecilomyces militaris (NCBI:txid33202) Found in mycelium (BTO:0001436). Entomogenous fungus See: PubMed
Isaria farinosa (NCBI:txid89141) EtOAc extract of fermented material of fungus inhabiting fruiting bodieds of Cordyceps sinensis See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing militarinone A (CHEBI:31850) has role metabolite (CHEBI:25212)
militarinone A (CHEBI:31850) is a aromatic ketone (CHEBI:76224)
militarinone A (CHEBI:31850) is a dihydroxypyridine (CHEBI:23793)
militarinone A (CHEBI:31850) is a enone (CHEBI:51689)
militarinone A (CHEBI:31850) is a pyridine alkaloid (CHEBI:26416)
militarinone A (CHEBI:31850) is a pyridone (CHEBI:38183)
militarinone A (CHEBI:31850) is a secondary alcohol (CHEBI:35681)
militarinone A (CHEBI:31850) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
5-(cis-1,4-dihydroxycyclohexyl)-1,4-dihydroxy-3-[(2E,4E,6E,8R,10R)-6,8,10-trimethyldodeca-2,4,6-trienoyl]pyridin-2(1H)-one
Synonym Source
Militarinone A KEGG COMPOUND
Manual Xref Database
C12333 KEGG COMPOUND
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Registry Number Type Source
9098094 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11796049 PubMed citation Europe PMC
12662096 PubMed citation Europe PMC
15556627 PubMed citation Europe PMC
18293087 PubMed citation Europe PMC
21158423 PubMed citation Europe PMC
Last Modified
07 November 2013